Shortly after splitting from their respective exes, Cazzie David and Mac Miller, Davidson and Grande went public with their romance in May. Weeks later, the Saturday Night Live star proposed to the “God Is A Woman” singer with a $93,000 diamond sparkler. From then on, the two became very public with their PDA, both on and off social media.

After only a few months together, news broke this weekend that the pair had called it quits and ended their engagement. Though many fans were surprised by the breakup, there have been a few signs that have indicated that their relationship was on the rocks.

In fact, Davidson publicly spoke his romance with Grande several times following Miller’s death. First, he appeared on SiriusXM’s The Howard Stern Show to openly talk about his fiancee, and he was then teased on the premiere of SNL about the quick engagement. Following that premiere, he gushed about Grande on Late Night with Seth Meyers.

Grande, meanwhile, appeared to be struggling. In late September, she took to Twitter to share some of her tougher moments with fans.

“Can I pls have one OK day. just one. pls,” she wrote. “I’m so tired pls.”

Referencing her “tough month,” Grande thanked her fans for their support.

Grande also pulled out of performing on the premiere of SNL for “emotional reasons.”

Despite publicly joking about his romance, Davidson seemingly showed signs of an imminent split from Grande in mid-October. He was seen at a Yankees game with his Grande-inspired neck tattooed covered up with a large heart. The move was oddly reminiscent of the Cazzie David-inspired tattoo he had covered after their split earlier this year.

Then over the weekend, Grande pulled out of a scheduled appearance at the F**k Cancer’s inaugural Barbara Berlanti Heroes fundraising gala. The cancellation happened just hours before the split news broke, and Grande’s manager, Scooter Braun, spoke out about it at the event where he was being honored.

“Someone I’m very close to was supposed to come to sing for you today, and because of things she’s going through, she couldn’t be here today,” Braun said. “And while I was frustrated, being the manager, my wife, being who she always is, just looked at me and she goes, ‘She needs this time.’”